Sorry, didn't mean to come off indignant or anything - I absolutely appreciate your input on this, the issue needs attention, and you've provided nothing but valuable input!
I'm just updating the thread with feedback as I try out your suggestions. )

Indeed, the following works in all scenarios, and am now using your suggestion in /etc/init.d/sshd, it's quicker, it's cleaner, everything works, everyones happy. Thanks!!
I just hope this fix finds it's way into future gentoo

this thread is marked as "fixed" but it seems like the issue still exists.

openrc-0.12 has landed in tree and should contain a fixed according to William but it looks like, that Gentoo still leaves out connections on shutdown.

From #openrc it seems like I am the only one who is able to reproduce the problem. It would be nice if some of you could test it again (don't forget to deactivate your manually fixes!) and report in https://bugs.gentoo.org/show_bug.cgi?id=259183 if you still see the issue or not.

Been following this thread for awhile, all contributions, bravo! Used DNAspark99's solution for a month or two, works as advertised.
But I gotta give the gold star to UncleVan's solution, neat, clean, the Gentoo way and most important of all, it works too.
Thanks to all